Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization: synthesis of (+/-)-indolizidine 167B, (+/-)-5-butylindolizidine and (+/-)-monomorine I

Kuhakarn C; Seehasombat P; Jaipetch T; Pohmakotr M; Reutrakul V

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Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization: synthesis of (+/-)-indolizidine 167B, (+/-)-5-butylindolizidine and (+/-)-monomorine I

机译：通过Pummerer介导的环化反应合成烷基化的吲哚并立生物碱：（+/-）-吲哚并立定167B，（+/-）-5-丁基吲哚并立定和（+/-）-monomorine I的合成

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The syntheses of indolizidine alkaloids, i.e., (+/-)-coniceine, (+/-)-indolizidine 167B, (+/-)-5-butylindolizidine and (+/-)-monomorine I via Pummerer cyclization are described. The key step is the transformation of lactam sulfoxide to bicyclic lactam via the Pummerer cyclization. (C) 2007 Elsevier Ltd. All rights reserved.

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《Tetrahedron》 |2008年第8期|共8页
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Kuhakarn C; Seehasombat P; Jaipetch T; Pohmakotr M; Reutrakul V;
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正文语种 eng
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ACYLIMINIUM ION; ENANTIOSPECIFIC SYNTHESIS; QUINOLIZIDINE ALKALOIDS; HETEROCYCLIC SYNTHESIS; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; GENERAL STRATEGY; AMPHIBIAN SKIN; CHEMISTRY; (+)-MONOMORINE;

机译：钙离子;对映体的合成;喹诺酮碱;杂环合成;不对称合成;高效合成;总体策略;两栖皮肤;化学性质;（+）;

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1. Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization: synthesis of (+/-)-indolizidine 167B, (+/-)-5-butylindolizidine and (+/-)-monomorine I [J] . Kuhakarn C, Seehasombat P, Jaipetch T, Tetrahedron . 2008,第8期

机译：通过Pummerer介导的环化反应合成烷基化的吲哚并立生物碱：（+/-）-吲哚并立定167B，（+/-）-5-丁基吲哚并立定和（+/-）-monomorine I的合成
2. SmI_2-mediated hetero-coupling reaction of lactams with aldehydes; synthesis of indolizidine alkaloids, (-)-#delta#-coniceine, (+)-5-epiindolizidine 167B and (+)-lentiginosine [J] . Hidemi Yoda, Hideaki Katoh, Yasuaki Ujihara, Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2001,第13期

机译：SmI_2介导的内酰胺与醛的异质偶联反应;吲哚并立生物碱，（-）-＃delta＃-可耐斯碱，（+）-5-表艾多利嗪定167B和（+）-lentiginosine的合成
3. A Simple and Stereospecific Route to 2,6-Disubstituted 4-Hydroxypiperidines. Synthesis of Dendrobate Alkaloid (+)-241D and Formal Synthesis of (-)-Indolizidine 167B [J] . Dawei Ma, Haiying Sun Organic letters . 2000,第16期

机译：一个简单的立体定向途径合成2,6-二取代的4-羟基哌啶。 Dendrobate生物碱（+）-241D的合成和（-）-Indolizidine 167B的形式合成
4. New Synthetic Methods for the Chir 2-Pyrrolidinones: Synthetic Applications to the Pyrrolizidine and Indolizidine Alkaloids [C] . Deok-Chan Ha Proceedings of the First China-Korea symposium on organic chemistry . 2001

机译：Chir 2-吡咯烷酮类的新合成方法：吡咯烷和吲哚并立生物碱的合成应用。
5. New methods and strategies for heterocycle synthesis: Progress toward the total synthesis of upenamide and the total synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB. [D] . Kiewel, Kurt Jay. 2002

机译：杂环合成的新方法和策略：全面合成upenamide和完全合成（+）-5-epiindolizidine 167B和indolizidine 223AB。
6. Synthesis of (-)-Indolizidine 167B based on domino hydroformylation/cyclization reactions [O] . Giuditta Guazzelli, Raffaello Lazzaroni, Roberta Settambolo 2008

机译：基于多米诺加氢甲酰化/环化反应的（-）-吲哚并啶167B的合成
7. Synthesis of (-)-Indolizidine 167B based on domino hydroformylation/cyclization reactions [O] . GUAZZELLI G, LAZZARONI R, SETTAMBOLO R 2008

机译：基于多米诺加氢甲酰化/环化反应的（-）-吲哚并啶167B的合成

Synthesis of alkylated indolizidine alkaloids via Pummerer mediated cyclization: synthesis of (+/-)-indolizidine 167B, (+/-)-5-butylindolizidine and (+/-)-monomorine I

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